Many people have a lot of complaints about Pittsburgh. True, it does not have the vibrant art, theatre, or music scenes as New York, Los Angeles, or San Fransisco, but it is also a much smaller city.
The city has a lot of history and culture, you just have to look for it. The downtown area is full of theatres, restaurants, and art galleries.
Neighborhoods such as the South Side, Lawrenceville, Oakland, Squirrel Hill, and Shadyside can be filled with things to do. Oakland, the home of the University of Pittsburgh and Carnegie Mellon University, is full of great independent coffeeshops, record stores, and ethnic dining. It is also the neighborhood of the Carnegie Museums, definitely worth checking out.
The job market is not great, especially for less common professions, but there are things available if you know where to look.
Some Pittsburghers are not highly educated, or cultured. But that's just a few. And despite that, they are all friendly, (usually) happy people.
If you want a huge, totally urban, modernized city ... Pittsburgh is probably not for you. But everyone should give it a chance. There are a lot of great things here, you just have to look a little harder to find them. Ultimately, anything in life is only as good or as bad as you want it to be.
Old Pittsburgher: Well, it's hard to find things to do at first, but there's actually a lot ... why don't you check out some of the museums in Oakland?
New Pittsburgher: Isn't there any nightlife here?
Old Pittsburgher: Sure, head down to the Southside and check it out. Carson Street is packed with bars and clubs.
A view of Downtown from the Duq Heights side of Mt. Washington, taken 9/11/02...don't hate on our 'burgh! I may have left, but I still got love.
A look at Mount Washington and the Duquesne Incline
A beautiful view of Pittsburgh skyline at night
The City from PNC Park
Downtown Pittsburgh (Golden Triangle)- and impressive skyline behind the confluence of 3 rivers. No, we're not the biggest city in the world, but who can have a skyline as cool as the 'burgh? cleveland? baltimore? philly? hell, no! Pittsburgh- the city of champions!
Also, there is so much water. Three rivers meet at an area Pittsburghers have come to call The Point, and there's a cool fountain and picnic area there. Pittsburgh is also notorious for flooding.
Finally, Pittsburgh's weather is off-the-wall. It's May as I'm writing this, and we had snow two weeks ago, warm-ish rain last week, and this week we're expecting it to be cold. Still.